3-(N-methyl-4-methoxyphenylamino)propane-1,2-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(N-methyl-4-methoxyphenylamino)propane-1,2-diol
• 英文别名: 3-(4-methoxy-N-methylanilino)propane-1,2-diol
• 化学式: C₁₁H₁₇NO₃
• 分子量: 211.261
• InChiKey: RARDWFKUGGELCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲胺基-1,2-丙二醇 、 4-碘苯甲醚 在 铜 作用下， 反应 4.0h， 以32%的产率得到3-(N-methyl-4-methoxyphenylamino)propane-1,2-diol
  参考文献：
  名称：

  Highly Efficient Mechanochemical N-Arylation of Amino Alcohols and Diamines with Cu0 Powder

  摘要：

  Cu-0-catalysed arylations have rightly acquired great importance over the last decade. This paper reports the N-arylation of amino alcohols and diamines with iodobenzene derivatives in a planetary ball mill and an investigation into the procedure. This newly developed solvent-free protocol is fast, efficient and occurs under the mechanochemical activation of metallic copper powder. It does not require additional ligands and gives excellent yields. This paper aims to broaden the scope of mechanochemical Cu-0-activation and so a new one-pot, two-step synthesis that combines CuAAC and N-arylation has been successfully performed and reported herein.

  DOI：

  10.1055/s-0035-1560173

文献信息

• Highly Efficient Mechanochemical N-Arylation of Amino Alcohols and Diamines with Cu0 Powder
  作者：Giancarlo Cravotto、Katia Martina、Laura Rinaldi、Francesca Baricco、Luisa Boffa

  DOI：10.1055/s-0035-1560173

  日期：——

  Cu-0-catalysed arylations have rightly acquired great importance over the last decade. This paper reports the N-arylation of amino alcohols and diamines with iodobenzene derivatives in a planetary ball mill and an investigation into the procedure. This newly developed solvent-free protocol is fast, efficient and occurs under the mechanochemical activation of metallic copper powder. It does not require additional ligands and gives excellent yields. This paper aims to broaden the scope of mechanochemical Cu-0-activation and so a new one-pot, two-step synthesis that combines CuAAC and N-arylation has been successfully performed and reported herein.